ID: ALA5221066

Max Phase: Preclinical

Molecular Formula: C24H28O9

Molecular Weight: 460.48

Representations

Canonical SMILES:  COC(=O)[C@@]12C(=O)C(=O)O[C@@]3(C=C1C)[C@]2(C)C[C@@H]1OC(=O)[C@]32CC[C@H](OC(C)=O)C(C)(C)[C@@H]12

Standard InChI:  InChI=1S/C24H28O9/c1-11-9-23-21(5,24(11,19(29)30-6)16(26)17(27)33-23)10-13-15-20(3,4)14(31-12(2)25)7-8-22(15,23)18(28)32-13/h9,13-15H,7-8,10H2,1-6H3/t13-,14-,15+,21-,22+,23-,24-/m0/s1

Standard InChI Key:  ZUWCFPSYFZNKJJ-WLJUYSIOSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 460.48

Molecular Weight (Monoisotopic): 460.1733

AlogP: 1.66

#Rotatable Bonds: 2

Polar Surface Area: 122.27

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 0

Heavy Atoms: 33

QED Weighted: 0.20

Np Likeness Score: 2.33

References

1. Leshchenko EV, Antonov AS, Dyshlovoy SA, Berdyshev DV, Hauschild J, Zhuravleva OI, Borkunov GV, Menshov AS, Kirichuk NN, Popov RS, Gerasimenko AV, Udovenko AA, Graefen M, Bokemeyer C, von Amsberg G, Yurchenko AN..  (2022)  Meroantarctines A-C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus Penicillium antarcticum KMM 4685 with Potent p-Glycoprotein Inhibitory Activity.,  85  (12.0): [PMID:36413729] [10.1021/acs.jnatprod.2c00677]

Source

Source(1):

• Scientific Literature